Applied Systems Executive and Leadership Team

June, 2026

Leadership Overview

Applied Systems has 5 executives leading key functions including strategy, finance, technology, marketing, and operations.

Driven by innovation, Applied Systems provides cloud-based software solutions for the insurance industry, impacting agencies and brokerages across North America and Europe with its comprehensive management systems.

Leadership Roles at Applied Systems

  • Chief Executive Officer - Taylor Rhodes
  • Chief Financial Officer - Brittany Smith
  • President & Founder - Henry Orejuela
  • Chief Technology Officer - Keith Olson
  • Chief Marketing Officer - Courtney Rains
  • Taylor Rhodes - Chief Executive Officer

    Taylor Rhodes, the Chief Executive Officer at Applied Systems, directs the company's overall strategic vision and operational execution. Rhodes guides the enterprise's expansion and market positioning within the global insurance software sector. Overseeing all major business units, the Chief Executive Officer ensures alignment with the company's mission to deliver advanced cloud-based solutions. This leadership involves fostering innovation and driving growth across the United States, Canada, the Republic of Ireland, and the United Kingdom. By championing strategic initiatives, Taylor Rhodes solidifies Applied Systems' standing as a premier provider of agency and brokerage management systems, directly impacting client success and market leadership.
    Taylor Rhodes

    Brittany Smith - Chief Financial Officer

    Brittany Smith, the Chief Financial Officer at Applied Systems, manages all financial operations and strategic fiscal planning. Smith oversees budgeting, forecasting, and financial reporting, ensuring the company's fiscal health and sustainable growth. This role involves optimizing financial performance and resource allocation across the organization's global operations. The Chief Financial Officer also plays a critical part in investor relations and securing capital for expansion initiatives. By implementing robust financial controls and driving efficiency, Brittany Smith supports the company's ongoing development and its commitment to providing cutting-edge software solutions to the insurance industry throughout North America and Europe.
    Brittany Smith

    Henry Orejuela - President & Founder

    Henry Orejuela, the President & Founder at Applied Systems, provides foundational leadership and strategic direction. Orejuela's extensive experience guides the company's long-term vision and commitment to serving the insurance industry. This role involves overseeing key strategic partnerships and ensuring the company culture aligns with its core values of innovation and client success. The President & Founder contributes significantly to shaping the company's market approach and operational philosophy across its global presence. By leveraging deep industry knowledge, Henry Orejuela continues to influence the trajectory of Applied Systems, reinforcing its legacy as a pioneer in cloud-based software solutions for agencies and brokerages.

    Keith Olson - Chief Technology Officer

    Keith Olson, the Chief Technology Officer at Applied Systems, architects the company's technological infrastructure and product development roadmap. Olson leads the engineering and IT departments, driving innovation in cloud-based software for the insurance sector. This position involves ensuring the scalability, security, and reliability of all software solutions offered to clients across the United States, Canada, the Republic of Ireland, and the United Kingdom. The Chief Technology Officer champions the adoption of new technologies to enhance user experience and operational efficiency. By guiding technological advancements, Keith Olson ensures Applied Systems remains at the forefront of digital transformation within the insurance industry, supporting client needs with robust and forward-thinking solutions.

    Courtney Rains - Chief Marketing Officer

    Courtney Rains, the Chief Marketing Officer at Applied Systems, directs all marketing strategies and brand initiatives. Rains oversees market research, lead generation, and product promotion, focusing on expanding the company's reach within the insurance software market. This role involves developing campaigns that highlight the value of Applied Systems' cloud-based agency and brokerage management systems. The Chief Marketing Officer collaborates with sales and product teams to ensure cohesive go-to-market strategies across North America and Europe. By driving brand awareness and customer engagement, Courtney Rains supports the company's growth objectives and reinforces its position as a leader in providing essential technology solutions to insurance professionals.

    Explore Leadership Teams in Financial Software

    Frequently Asked Questions Regarding Applied Systems Top Executives and Leadership Team

    Who leads Applied Systems?
    Applied Systems is led by Taylor Rhodes (Chief Executive Officer), along with executives such as Brittany Smith (Chief Financial Officer) and Henry Orejuela (President & Founder).
    Who is part of Applied Systems’s executive team?
    The executive team of Applied Systems includes leaders such as Taylor Rhodes (Chief Executive Officer), Brittany Smith (Chief Financial Officer), Henry Orejuela (President & Founder) and other senior executives.
    How many executives does Applied Systems have?
    Applied Systems has 5 executives leading key business areas.
    What roles are included in Applied Systems’s leadership team?
    The leadership team of Applied Systems includes roles such as Chief Executive Officer, Chief Financial Officer, President & Founder, Chief Technology Officer, Chief Marketing Officer.